Hydrochloric Acid → HCID 135815586, compound

HRID 370468Notes

Reaction equation

HRID 370468 reaction equation
[N+](C1C=CC=CC=1)([O-])=O.[Cl-].[Al+3].[Cl-].[Cl-].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([CH:34]([CH3:36])[CH3:35])[CH:32]=2)[NH:27][C:26](=[O:37])[CH:25]=1.Cl>O>[C:14]([C:25]1[C:26](=[O:37])[NH:27][C:28]2[C:33]([C:24]=1[OH:23])=[CH:32][C:31]([CH:34]([CH3:35])[CH3:36])=[CH:30][CH:29]=2)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 7416NitrobenzeneHCID 6451240Aluminum(III) ChlorideHCID 54689417HCID 54689417, compound

Product 1

HCID 135815586HCID 135815586, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10 ml of nitrobenzene is added 3.3 grams of anhydrous aluminum chloride, benzoyl chloride is dropped thereinto with stirring, to the resulting uniform solution is added 2.5 grams of 4-hydroxy-6-isopropyl-2-quinolone, the mixture is heated with stirring at 100° C. for eight hours, then concentrated hydrochloric acid is added to make the reaction solution decomposed, water is added thereto, crystals separated out therefrom are collected by filtration, washed with ether and methanol, and recrystallized from chloroform and methanol to give 1.6 grams of 3-benzoyl-4-hydroxy-6-isopropyl-2-quinolone, pale yellow needles, melting point 270° C.

Workup

  1. additionis dropped
  2. temperaturethe mixture is heated
  3. stirringwith stirring at 100° C. for eight hours
  4. customcrystals separated
  5. filtrationout therefrom are collected by filtration
  6. washwashed with ether and methanol
  7. customrecrystallized from chloroform and methanol

Sources & evidence

ORD record
ord-3b81158dc0ab4f3e825786e3ba0a6fb8
Source dataset
uspto-grants-1985_07
Patent number
US04526894

Reaction notes

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